He began working in a marketing role with Newbridge Networks in 1999. After 10 months in that role, Flynn was appointed President and Chief operating officer. He later sold the company to Alcatel. Flynn went on to become Chief executive officer of German company Damovo before starting Contact4U.
Flynn purchased Glasgow-based insolvency company Creditfix in 2007.[3] The company expanded in 2018 as it opened a new office in Greater Manchester.[4]
In October 2018, he announced plans to open several businesses, including a craft shop, art venue and restaurant, in his hometown of Ballycotton.[5] The businesses opened in February 2020.[6]
Flynn announced his latest business venture, Green Rebel Marine, in September 2020. The Cork based company, which acquired Crosshaven Boatyard, specialises in servicing windfarms.[7]
He won the Cork Person of the Month award in November 2022.[8]